Literature DB >> 24689992

Boron trifluoride mediated ring-opening reactions of trans-2-aryl-3-nitro-cyclopropane-1,1-dicarboxylates. Synthesis of aroylmethylidene malonates as potential building blocks for heterocycles.

Thangavel Selvi1, Kannupal Srinivasan.   

Abstract

trans-2-Aryl-3-nitro-cyclopropane-1,1-dicarboxylates, upon treatment with BF3·OEt2, undergo ring-opening rearrangement and the Nef reaction to give aroylmethylidene malonates. The products are found to be potential precursors for heterocycles, such as imidazoles, quinoxalines, and benzo[1,4]thiazines.

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Year:  2014        PMID: 24689992     DOI: 10.1021/jo402848v

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Enantio- and Diastereoselective Organocatalytic Conjugate Additions of Nitroalkanes to Enone Diesters.

Authors:  Matthew A Horwitz; Jennifer L Fulton; Jeffrey S Johnson
Journal:  Org Lett       Date:  2017-11-03       Impact factor: 6.005

2.  Competition between [2 + 1]- and [4 + 1]-cycloaddition mechanisms in reactions of conjugated nitroalkenes with dichlorocarbene in the light of a DFT computational study.

Authors:  Radwan A Alnajjar; Radomir Jasiński
Journal:  J Mol Model       Date:  2019-05-11       Impact factor: 1.810

  2 in total

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